NIO

NICOTINIC ACID

Created:	1999-07-08
Last modified:	2024-10-02

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59 entries where NIO is found as a standalone ligand16 entries where NIO is found in a polymer sequence

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Chemical Details
Formal Charge	0
Atom Count	14
Chiral Atom Count	0
Bond Count	14
Aromatic Bond Count	6

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Chemical Component Summary
Name	NICOTINIC ACID
Systematic Name (OpenEye OEToolkits)	pyridine-3-carboxylic acid
Formula	C₆ H₅ N O₂
Molecular Weight	123.109
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)c1cccnc1
SMILES	CACTVS	3.341	OC(=O)c1cccnc1
SMILES	OpenEye OEToolkits	1.5.0	c1cc(cnc1)C(=O)O
Canonical SMILES	CACTVS	3.341	OC(=O)c1cccnc1
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1cc(cnc1)C(=O)O
InChI	InChI	1.03	InChI=1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9)
InChIKey	InChI	1.03	PVNIIMVLHYAWGP-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

DrugBank ID	DB00627
Name	Niacin
Groups	nutraceutical investigational approved
Description	Niacin is a B vitamin used to treat vitamin deficiencies as well as hyperlipidemia, dyslipidemia, hypertriglyceridemia, and to reduce the risk of myocardial infarctions.[L7550,L7553,L7556,L7559,L7562,L7565]
Synonyms	β-pyridinecarboxylic acid anti-pellagra vitamin pyridine-β-carboxylic acid Niacina Acide nicotinique Niacin Nikotinsäure Nicotinic acid 3-Pyridinecarboxylic acid 3-carboxypyridine Acidum Nicotinicum ácido nicotínico 3-Pyridylcarboxylic acid m-pyridinecarboxylic acid
Brand Names	Multi #2 Genicin Vita-S Formula Hh Multi Vitamin-mineral Formula Strovite Forte Caplet Iron Folate-F Nephrocaps-QT Niacin 100mg Cal M Tab Niacin Tab 250mg One A Day Advance Adults Multi Tabs Swiss One Timed Release Tab Ultimate Tab Vita Balance 2000 Puralor bioJET Hsn Formula Niacin Ctr Srt 500mg Niodan 500 Mg Time Release Tablets Vitafol Plus Protect Plus SO 60 Niacin Tab 100mg USP Vita Vim Multivitamins and Minerals Tab Lipotropic Ctr 50 Plus Gtf Support Caplet B3 Folivane-OB B-3 500mg Continuous Released Folivane-Plus with Ascorbic Acid Precursors PreNatal Vitamins Plus NovaMV Multivitamin Vitamin B Compound Tab Adeks Tablets Cool B Nitro Vites - Tab Vita B Complex Tab Formula Cw-caplet Multivitamin with Fluoride Flush Free Niacin With Inositol Fusion Activator Formula Tab Nata Komplete Vita Day Tab Antivert Tab My Favorite Niacin and Inositol Tab Vyo Cylate - Pwr Niacin 100 Mg Tablets Nicazyme Fusion Plus Usana Megavitamin Tablets - Tab NovaFerrum Multivitamin with Iron Pediatric Drops Escavite D Pro Enz Tab American Eagle Energizer Plus Vitamin Supplement Drink Lipovitan Concept OB Niacin 50mg Niacin Pwr 800mg/1.25ml WestGel DHA O-Cal FA multivitamin Cc II Card-floe II Tab Niacin Rogenic Niacin Tab 100mg Prenatal, DHA Shen Min Vitamin Supplement Vitafol Caplet Dr. AVi MULTIVITAMIN with Zinc, Real Ginger, Lemon and Lemongrass Vitamin B Complex Tab 24 Multivitamins + Minerals Maximum Once A Day Sveets Abavite Grand Master Formula Tab Ni-C-E-LE Plus Integra Plus Prenatal Natural Source Spectrum With Beta Carotene Super Daily No 2 Niacin Tab 100mg Yeast Free American Plus Energy & Vitamin Drink Master Key Formula 3 Tab Niachrom Capsule Timed Release Vita-vim Srt Nicaprin Niacin Tab 500mg Prenatal Formula Tab Niacin-niacinamide Tab Lipall Plus Tab Multi-Vitamin Fluoride Drops Red Bull B 6 Plus Sustained Release Niacin 500mg Daily-Vite Reno Caps Animal Shapes Virt-C DHA Luna Vitamin and Mineral Bar for Women Niacin Caps 100mg Iron, Vit & Min Supp Envirocomplex Multivitamins and Minerals With Betacarotene Tablets Formula O.C. Innersource Tab Mega Vitaminerals O-Cal Prenatal Vitamin Pro Hers Vanilla Iron 25mg With Vit B-cmplx, Vit C, Cu & Mo TL-Fluorivite Advicor Complete One A Day Tab Hyporyl - Tab Niacin-100 Tab 100mg Niaspan Fct Phytopure M-Natal Plus Provida OB Tendera-OB WesCap-C-DHA Harvest Of Values All B Complex Tab Niacin 100 mg TriStart ONE Formula F L W Vp-pnv-dha Vitalife - Capsule Escavite Lq Multivit with Fluoride Vitamin B + C Cap Extra Once A Day Se-Natal Niacin Cap 250mg Folika-T Multi Vitamines - Liq Formula Cp Cap Kindervites MVC-Fluoride Niacin 100mg Tablets USP Lipo-B-C Tab Multi Flow Tablets NESTABS ABC Prenatal Multi-vitamin/Mineral Supplement with DHA/EPA Simcor Davimet Bev 29 Tab Nutra Boost Iron Folate Plus Multi-phyto Capsules Vitafol One Mega Capsules Doctor's Choice Brand for Men Irospan 24/6 Complex 5 - Pwr B6 Plus Tab Dothelle DHA Men's Davimet-M One A Day Advance Adults 50+ Multitabs PROTECT IRON Liquid Remedium - Liq Orl Armax Poly-Vi-Flor Gummies Spectrum 2 Cap Hi Potency B Complex W Chelated Minerals Myhephron Dialysis and Stress Supplement Multi-Vitamin Fluoride and Iron Drops Red American Eagle Vitamin Supplement Drink Ifb Vitafol OB Caplet Vasodyn Tab Provida DHA Concept DHA B-complex Tab Davimet with Fluoride Maxum Multi-vite Poly-Vi-Sol Gtf-vitamin-minerals & Pancreatin Tab Taron-C DHA VITAFOL Gummies Vtb Vitamin and Mineral Supplement Vitafol Fe Plus DermaNIC Revitalize Multi-vitamin and Mineral Complex Vitamin B3 Tab 10mg USP Chewable Vp-heme Ob DHA Niaspan JEUNCELL Hair restorer and Hair Growth Solution Multi-Vitamin TriStart DHA One-A-day Advance Men's Only One - Tablet Time Released Niacin 500 mg Acti-niacin Caplet 500mg Children's Chewable Tab Multicaps Vita-vim - Tab Lip - Fac Formula Fortistress Tab Lustime Angel Niaspan ER Niacin Tablets 500mg USP Orange Flavored Crystal Chews Tab Reaphirm Plant Source DHA Lustime Unicorn Niacin 500mg Multi-Vitamin With Fluoride Protect Cardio AF Vc II Multi-force for Women Tab Hemocyte Plus Vita-Rx Diabetic Vitamin Vita Vim With Beta Carotene-caplet Integra F Super Stress Mega B Plus 1000mg Vit C Tab OB Complete 400 Select OB Master Key Multi Vitamin Multi Mineral Formula 2 C-B Complex TriStart FREE Multivitamins and Minerals for Young Women Vitafol-OB Plus DHA Prenatal Supplement Plus DHA Cda-21 Vitamins With Non-medicinal Probiotic Complex Metacinamide Tab Multivitamin with fluoride Vitamin & Mineral Formula 1 Dietary Supplement Multi-actin Cavan Prenatal healthy mamaBE WELL ROUNDED BE WELL ROUNDED Integra Lutime Folivane-F Multivitamins and Minerals for Young Men Niacin Src 400mg ahoSAN Stress Formula Multi-B Comp + 500mg Vit C Cap Revit Multi-vitamins and Minerals Vege Swiss One Multivitamin W Chel Mins Tab Niacin Inj 100mg/ml Mycelized Childrens Multi-vitamin Liq Vitamin B Complex Suppl Chromemate Formula Lf Men's 50+ Phytovim Cap Niacin 250mg Niacor Novel Vita Niacin Tab 475mg Cavan Heme OB Mhb Body Rox Niacin Tab 50mg One Daily VITES Tri B3 Src 300mg Niacin 100mg Tab Wellness Formula Gesticare DHA Vita-vim With Beta-carotene - Tab Formula # 7 Tab 50mg Niacin 500 Mg and Inositol Nephrocaps Prenatal Vitamins Plus Low Iron Prenatal Mega Antioxidant Formula Cw Mega 13 Multivitamin Formula
Indication	Niacin is indicated to prevent vitamin deficiencies in pediatric and adult patients receiving parenteral nutrition as part of multivitamin intravenous injections.[L7550,L7553,L7556,L7559] Niacin oral tablets are indicated as a monotherapy or in combination with simvastatin or lovastatin to treat primary hyperlipidemia and mixed dyslipidemia.[L7562,L7565] It can also be used to reduce the risk of nonfatal myocardial infarctions in patients with a history of myocardial infarction and hyperlipidemia.[L7562,L7565] Niacin is also indicated with bile acid binding resins to treat atherosclerosis in patients with coronary artery disease and hyperlipidemia or to treat primary hyperlipidemia.[L7562,L7565] Finally niacin is indicated to treat severe hypertriglyceridemia.[L7562,L7565]
Categories	Agents Causing Muscle Toxicity Cardiovascular Agents Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (strength unknown) Cytochrome P-450 CYP2E1 Inhibitors Cytochrome P-450 CYP2E1 Inhibitors (strength unknown) Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strength unknown) Cytochrome P-450 Enzyme Inhibitors Diet, Food, and Nutrition Food Growth Substances Hyperglycemia-Associated Agents Hypolipidemic Agents Hypolipidemic Agents Indicated for Hyperlipidemia Lipid Modifying Agents Lipid Modifying Agents, Plain Lipid Regulating Agents Micronutrients Miscellaneous Antilipemic Agents Nicotinic Acid and Derivatives Nicotinic Acids Non-statin Hypolipidemic Agents Indicated for Hyperlipidemia Noxae Organic Anion Transporting Polypeptide 2B1 Inhibitors Peripheral Vasodilators Physiological Phenomena Pyridines Thyroxine-binding globulin inhibitors Toxic Actions Vasodilating Agents Vitamin B Complex Vitamins
ATC-Code	C10AD02 C10AD52 C10BA01 C04AC01
CAS number	59-67-6

Drug Targets

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

Name	Target Sequence	Pharmacological Action	Actions
Hydroxycarboxylic acid receptor 3	MNRHHLQDHFLEIDKKNCCVFRDDFIAKVLPPVLGLEFIFGLLGNGLALW...	unknown	agonist
Diacylglycerol O-acyltransferase 2	MKTLIAAYSGVLRGERQAEADRSQRSHGGPALSREGSGRWGTGSSILSAL...	unknown	inhibitor
Hydroxycarboxylic acid receptor 2	MNRHHLQDHFLEIDKKNCCVFRDDFIVKVLPPVLGLEFIFGLLGNGLALW...	unknown	agonist
Nicotinate-nucleotide pyrophosphorylase [carboxylating]	MDAEGLALLLPPVTLAALVDSWLREDCPGLNYAALVSGAGPSQAALWAKS...	unknown	binder
Nicotinamide N-methyltransferase	MESGFTSKDTYLSHFNPRDYLEKYYKFGSRHSAESQILKHLLKNLFKIFC...	unknown	binder
Cytochrome P450 2D6	MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...	unknown	inhibitor
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	inhibitor
Cytochrome P450 2E1	MSALGVTVALLVWAAFLLLVSMWRQVHSSWNLPPGPFPLPIIGNLFQLEL...	unknown	inhibitor
Thyroxine-binding globulin	MSPFLYLVLLVLGLHATIHCASPEGKVTACHSSQPNATLYKMSSINADFA...	unknown	inhibitor
Organic cation/carnitine transporter 2	MRDYDEVTAFLGEWGPFQRLIFFLLSASIIPNGFTGLSSVFLIATPEHRC...	unknown	inhibitor
Solute carrier organic anion transporter family member 2B1	MGPRIGPAGEVPQVPDKETKATMGTENTPGGKASPDPQDVRPSVFHNIKL...	unknown	inhibitor
Monocarboxylate transporter 1	MPPAVGGPVGYTPPDGGWGWAVVIGAFISIGFSYAFPKSITVFFKEIEGI...	unknown	substrate
Sodium-coupled monocarboxylate transporter 1	MDTPRGIGTFVVWDYVVFAGMLVISAAIGIYYAFAGGGQQTSKDFLMGGR...	unknown
Monocarboxylate transporter 4	MGGAVVDEGPTGVKAPDGGWGWAVLFGCFVITGFSYAFPKAVSVFFKELI...	unknown
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682